124595-24-0

Upstream product

• 124595-23-9 phenyl 2,3,4-tri-O-acetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 
• 83-87-4 D-glucose pentaacetate 
• 108-98-5 thiophenol 
• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 
• 210834-01-8 phenyl 6-O-trityl-1-thio-β-D-glucopyranoside 
• 2936-70-1 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol 

Downstream Products

• 849132-51-0 phenyl 2,3,4-tri-O-acetyl-6-O-methanesulfonyl-1-thio-β-D-glucoside 
• 1221254-74-5 phenyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->6)-2,3,4-tri-O-acetyl-1-thio-β-D-glucopyranoside 

Relevant academic research and scientific papers

Access to Galectin-3 Inhibitors from Chemoenzymatic Synthons

Chemoenzymatic strategies are useful for providing both regio- and stereoselective access to bioactive oligosaccharides. We show herein that a glycosynthase mutant of a Thermus thermophilus α-glycosidase can react with unnatural glycosides such as 6-azido

Synthesis, biological evaluation and structure-activity relationship studies of hederacolchiside E and its derivatives as potential anti-Alzheimer agents

Inspired by the previously reported neuroprotective activity of hederacolchiside E (1), we synthesized hederacolchiside E for the first time along with eleven of its derivatives. The neuroprotective effects of these compounds were further evaluated agains

From glycoside hydrolases to thioglycoligases: The synthesis of thioglycosides

The treatment of various glycosyl acceptors, each containing a reactive thiol group, with the appropriate glycosyl donor and a glycoside hydrolase or glycosynthase, failed to yield any thioglycosides - only the products of O-glycosylation were formed. However, thioglycosides were formed when a thioglycoligase was used to mediate the reaction between acceptor and donor. In fact, pyranose acceptors possessing a thiol group at C3, C4 or C6 (but not C2) were all capable of conversion into thioglycosides. Some comment is given regarding the mechanism of the various processes.

Highly efficient deacetylation by use of the neutral organotin catalyst [tBu2SnOH(Cl)]2

Deprotection of acetyl esters is effected cleanly by the neutral organotin catalyst, [tBu2SnOH(Cl)]2. The mildness of the reaction gives rise to great synthetic versatility and in the process a variety of functional groups are tolerated. Differentiations between primary, secondary, and tertiary alcohols and between acetyl ester and other esters are feasible. No racemization occurs with chiral acetyl esters. Exclusive deprotection of primary acetyl esters in carbohydrates and nucleosides is observed. The crude product thus obtained can be used for further reactions without purification.

FACILE SYNTHESIS OF SILYLATED THIOGLYCOSIDES

The one pot conversion of 1,2,4,6-tetra-O-acetyl-β-D-glucopyranose, 1, into phenyl 2,4,6-tri O-acetyl-3-O-trialkylsilyl-1-thio-β-D-glucopyranosides, 3, is described.The method is applicable to use with galactopyranosyl-, 2-deoxyglucopyranosyl-, and ribofuranosyl-starting materials.